Synthesis of oxindoles and benozfuranones via oxidation of 2-heterocyclic BMIDAs

Ciaran Paul Seath, James W. B. Fyfe, John J. Molloy, Allan J. B. Watson

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)
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The synthesis of functionalized oxindoles and benzofuranones via oxidation of 2-BMIDA indoles and benzofurans, respectively, is described. Interconversion of boron species (BMIDAàBF3K) was necessary to enable oxidation and overcome boronic acid stability issues associated with a difficult BMIDA hydrolysis. Overall, a robust process was developed that allowed access to a small library of oxindole and benzofuranone products and facilitated the step-efficient synthesis of biologically-active compounds containing the oxindole pharmacophore.
Original languageEnglish
Number of pages7
Early online date12 Aug 2016
Publication statusE-pub ahead of print - 12 Aug 2016


  • boron
  • oxidation
  • heterocycles
  • lactams
  • lactones
  • functionalized oxindoles synthesis
  • benzofuranones
  • boronic acid stability
  • oxindole pharmacophore


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